The Young and the Loveless 17 photos Next GalleryEpisode 10: Meet the Dates 9638391 Patti has a tweet-up with a social media consultant. 9638396 She wants to keep her matchmaking style fresh for these modern times. 9638401 And what's fresher than two super young millionaires. 9638406 Bill is a Silicon Valley type, who hasn't had much luck with the ladies. 9638411 He's a ginger, but Patti is feeling his "Eric Stotlz" vibe 9638416 Destin's making sure to TiVo a few things before checking out the other millionaire. 9638421 Skylar's a bit of a playboy, but he's looking to settle down. 9638426 Can Patti find him his non-crazy Britney Spears type. 9638431 Bill's looking a little too all-business with Patti. 9638436 He can't tear himself away from the computer screen. 9638441 Even when precious puppies try and distract him. 9638446 Patti is not amused by the amount of technology this kid's packing. 9638451 You're smiling now kid, but you'll never see your iPad again. 9638456 Skylar on the other hand kicks it old-school. 9638461 Note the hand chair -- classic bachelor pad. 9638466 Skylar's got a little secret -- he's never had a girlfriend. 9638471 In order to up Bill's game, Patti calls in the big guns -- Jenny McCarthy. 9638476 Patti wants Jenny to teach this kid everything. . . seriously, everything. 9638481 Jenny has a thing for nerds, and Bill has a thing for Jenny, as his heart-rate shows. 9638486 The boy just wants to be guided. Help him Patti. 9638491 Hmm, she'll be the perfect tester. 9638496 If there's cleavage, Patti will find it. 9638501 Patti finds a blonde that could be perfect for Skylar. 9638506 Festive cocktails and minimal dress required 9638511 Careful ladies, it's a two-drink maximum. 9638516 Skylar asks Bill to be his wing man. 9638521 Offer accepted. 9638526 The literal dating pool. 9638531 The girls lock eyes with their prey. 9638536 Skylar likes what he sees. 9638541 And what he sees is hot chicks in bikinis. 9638546 More hot chicks in bikinis! 9638551 Additional hot chicks in bikinis!!! 9638556 Patti is not a Dougie fan. 9638561 Teach them how to Dougie Bill. Teach them how to Dougie. 9638566 Patti wants to know who caught Sky's eye. 9638571 Notice how far her legs are away from him. Not looking good buddy. 9638576 Bill does his best to not discuss his job. 9638581 Much better. 9638586 Bill and Tracey seem to be hitting it off. 9638591 And Tracey's not too bummed either. 9638596 Jenn is thrilled to be the choice! 9638601 Already going in for the kill. Easy tiger. 9638606 Looks like he's cheating 9638611 Pre-date hugs. 9638616 And give him an excuse to get close to Jenn. 9638621 Skylar thinks hot yoga will make things hot. 9638626 Even a gingy can find love! 9638631 She's loving his nerd convo and self-effacing jokes. Jenny McCarthy taught him well. 9638636 But his date doesn't seem too bothered. 9638641 Skylar admits he's never had a gf. 9638646 She doesn't look exactly killed. 9638651 Just a peck? What are you a bird, sir? 9638656 When it runs. . . 9638661 He's got a sweet ride. 9638666 And possibly to share headbands with. 9638671 The nightlife impresario is looking for a girl to work things out with. 9638676 Skylar runs Brentwood -- but he's running it alone. Previous Pause Next 1 of 58